Tetra-aqua-bis-(2-{[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]sulfan-yl}acetato)-iron(II).

In the title compound, [Fe(C(9)H(6)N(3)O(3)S)(2)(H(2)O)(4)] or [Fe(POA)(2)(H(2)O)(4)], the Fe(II) atom is located on an inversion center and is ligated by four O atoms of coordinated water mol-ecules in the equatorial plane while two POA ligands acting as monodentate ligands occupy the axial positions through their pyridyl N atoms, completing a slightly distorted octa-hedral coordination geometry. A three-dimensional supra-molecular network is formed by multiple O-H⋯O hydrogen-bonding inter-actions between the coordinated water donors and the uncoordinated carboxyl acceptors.

Related literature

For the synthesis of 5-(4-pyrid­yl)-1,3,4-oxadiazole-2-thione, see: Young & Wood (1955 ▶). For metal-assisted transformation of N-benzoyl­dithio­carbazate to 5-phenyl-1,3,4-oxadiazole-2-thiol (pot) in the presence of ethyl­enediamine, and its first-row transition-metal complexes, see: Tripathi et al. (2007 ▶). For ZnII and CdII metal-organic polymers with the versatile building block 5-(4-pyrid­yl)-1,3,4-oxadiazole-2-thiol, see: Du et al. (2006 ▶).

Experimental

Crystal data

[Fe(C9H6N3O3S)2(H2O)4]

M = 600.37

Monoclinic,

a = 14.365 (3) Å

b = 10.709 (2) Å

c = 7.5709 (15) Å

β = 91.45 (3)°

V = 1164.2 (4) Å3

Z = 2

Mo Kα radiation

μ = 0.90 mm−1

T = 293 K

0.20 × 0.20 × 0.20 mm

Data collection

Siemens SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.949, T max = 1.000

12366 measured reflections

2285 independent reflections

2179 reflections with I > 2σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.078

S = 1.13

2285 reflections

185 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.33 e Å−3

Δρmin = −0.25 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1994 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536811038918/si2366sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811038918/si2366Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Fe(C9H6N3O3S)2(H2O)4]	F(000) = 616
Mr = 600.37	Dx = 1.713 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3319 reflections
a = 14.365 (3) Å	θ = 2.4–30.9°
b = 10.709 (2) Å	µ = 0.90 mm−1
c = 7.5709 (15) Å	T = 293 K
β = 91.45 (3)°	Prism, yellow
V = 1164.2 (4) Å3	0.20 × 0.20 × 0.20 mm
Z = 2

Siemens SMART CCD diffractometer	2285 independent reflections
Radiation source: fine-focus sealed tube	2179 reflections with I > 2σ(I)
graphite	Rint = 0.034
ω scan	θmax = 26.0°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −17→17
Tmin = 0.949, Tmax = 1.000	k = −13→13
12366 measured reflections	l = −9→9

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.078	H atoms treated by a mixture of independent and constrained refinement
S = 1.13	w = 1/[σ2(Fo2) + (0.0327P)2 + 0.5694P] where P = (Fo2 + 2Fc2)/3
2285 reflections	(Δ/σ)max < 0.001
185 parameters	Δρmax = 0.33 e Å−3
0 restraints	Δρmin = −0.25 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Fe1	0.0000	0.5000	0.0000	0.02246 (14)
S1	0.65085 (4)	0.54011 (6)	0.38712 (8)	0.03380 (17)
O1	0.03673 (11)	0.31754 (16)	0.0529 (3)	0.0319 (4)
O2	−0.01063 (14)	0.52700 (19)	0.2780 (2)	0.0397 (5)
O3	0.48086 (10)	0.57082 (15)	0.2519 (2)	0.0302 (4)
O4	0.84192 (11)	0.52207 (17)	0.5162 (2)	0.0407 (4)
O5	0.84840 (11)	0.70106 (16)	0.6691 (2)	0.0397 (4)
N1	0.14562 (12)	0.57012 (18)	0.0402 (2)	0.0272 (4)
N2	0.44244 (13)	0.76466 (19)	0.3170 (3)	0.0381 (5)
N3	0.53408 (13)	0.74249 (19)	0.3821 (3)	0.0378 (5)
C1	0.21910 (15)	0.4960 (2)	0.0133 (3)	0.0281 (5)
H1	0.2093	0.4211	−0.0516	0.034*
C2	0.30836 (15)	0.5226 (2)	0.0746 (3)	0.0298 (5)
H2	0.3582	0.4665	0.0544	0.036*
C3	0.16251 (15)	0.6786 (2)	0.1237 (3)	0.0329 (5)
H3	0.1119	0.7341	0.1398	0.039*
C4	0.24920 (15)	0.7138 (2)	0.1873 (3)	0.0331 (5)
H4	0.2580	0.7920	0.2446	0.040*
C5	0.32349 (14)	0.6327 (2)	0.1658 (3)	0.0259 (5)
C6	0.41495 (14)	0.6630 (2)	0.2443 (3)	0.0277 (5)
C7	0.55192 (14)	0.6288 (2)	0.3411 (3)	0.0288 (5)
C8	0.70959 (16)	0.6582 (2)	0.5169 (3)	0.0367 (6)
H8A	0.7116	0.7366	0.4478	0.044*
H8B	0.6736	0.6747	0.6243	0.044*
C9	0.80811 (15)	0.6208 (2)	0.5712 (3)	0.0312 (5)
H2A	0.037 (2)	0.516 (3)	0.338 (4)	0.053 (9)*
H2B	−0.056 (3)	0.522 (3)	0.346 (5)	0.068 (11)*
H1A	0.067 (2)	0.281 (3)	−0.024 (4)	0.051 (9)*
H1B	0.070 (2)	0.312 (3)	0.145 (5)	0.066 (11)*

	U11	U22	U33	U12	U13	U23
Fe1	0.0168 (2)	0.0266 (2)	0.0237 (2)	0.00109 (17)	−0.00395 (17)	0.00006 (17)
S1	0.0217 (3)	0.0386 (3)	0.0406 (4)	0.0032 (2)	−0.0081 (2)	−0.0074 (3)
O1	0.0271 (9)	0.0336 (9)	0.0345 (10)	0.0056 (7)	−0.0080 (8)	0.0003 (8)
O2	0.0267 (9)	0.0674 (13)	0.0250 (9)	0.0050 (9)	−0.0024 (8)	−0.0034 (8)
O3	0.0180 (8)	0.0341 (9)	0.0380 (9)	−0.0009 (6)	−0.0067 (7)	−0.0049 (7)
O4	0.0249 (9)	0.0502 (11)	0.0468 (11)	0.0041 (8)	−0.0009 (8)	0.0008 (9)
O5	0.0322 (9)	0.0462 (10)	0.0399 (10)	−0.0095 (8)	−0.0174 (8)	0.0072 (8)
N1	0.0174 (9)	0.0328 (11)	0.0311 (10)	−0.0016 (8)	−0.0037 (8)	0.0004 (8)
N2	0.0216 (10)	0.0379 (12)	0.0539 (13)	0.0011 (8)	−0.0125 (9)	−0.0074 (10)
N3	0.0223 (10)	0.0368 (12)	0.0536 (13)	0.0004 (8)	−0.0136 (9)	−0.0090 (10)
C1	0.0229 (11)	0.0314 (12)	0.0298 (11)	−0.0027 (9)	−0.0001 (9)	−0.0026 (9)
C2	0.0191 (11)	0.0351 (13)	0.0352 (12)	0.0029 (9)	−0.0010 (9)	−0.0024 (10)
C3	0.0209 (11)	0.0311 (12)	0.0464 (14)	0.0024 (9)	−0.0052 (10)	−0.0042 (11)
C4	0.0267 (12)	0.0297 (12)	0.0425 (14)	−0.0005 (10)	−0.0043 (10)	−0.0050 (10)
C5	0.0176 (10)	0.0337 (12)	0.0262 (11)	−0.0044 (9)	−0.0036 (9)	0.0042 (9)
C6	0.0177 (10)	0.0338 (13)	0.0315 (12)	0.0011 (9)	−0.0012 (9)	0.0009 (10)
C7	0.0184 (10)	0.0376 (13)	0.0302 (12)	−0.0044 (9)	−0.0041 (9)	−0.0014 (10)
C8	0.0270 (12)	0.0391 (14)	0.0433 (14)	−0.0001 (10)	−0.0134 (11)	−0.0039 (11)
C9	0.0230 (11)	0.0401 (14)	0.0303 (12)	−0.0037 (10)	−0.0028 (9)	0.0108 (11)

Fe1—O1i	2.0605 (17)	N1—C3	1.341 (3)
Fe1—O1	2.0605 (17)	N2—C6	1.278 (3)
Fe1—O2	2.1340 (18)	N2—N3	1.414 (3)
Fe1—O2i	2.1340 (18)	N3—C7	1.284 (3)
Fe1—N1i	2.2359 (18)	C1—C2	1.382 (3)
Fe1—N1	2.2359 (18)	C1—H1	0.9500
S1—C7	1.737 (2)	C2—C5	1.381 (3)
S1—C8	1.799 (2)	C2—H2	0.9500
O1—H1A	0.83 (3)	C3—C4	1.377 (3)
O1—H1B	0.83 (3)	C3—H3	0.9500
O2—H2A	0.82 (3)	C4—C5	1.389 (3)
O2—H2B	0.84 (4)	C4—H4	0.9500
O3—C7	1.360 (2)	C5—C6	1.464 (3)
O3—C6	1.368 (3)	C8—C9	1.517 (3)
O4—C9	1.240 (3)	C8—H8A	0.9900
O5—C9	1.265 (3)	C8—H8B	0.9900
N1—C1	1.340 (3)
O1i—Fe1—O1	180.0	N1—C1—H1	118.2
O1i—Fe1—O2	92.22 (8)	C2—C1—H1	118.2
O1—Fe1—O2	87.78 (8)	C5—C2—C1	118.5 (2)
O1i—Fe1—O2i	87.78 (8)	C5—C2—H2	120.8
O1—Fe1—O2i	92.22 (8)	C1—C2—H2	120.8
O2—Fe1—O2i	180.00 (11)	N1—C3—C4	123.6 (2)
O1i—Fe1—N1i	93.33 (7)	N1—C3—H3	118.2
O1—Fe1—N1i	86.67 (7)	C4—C3—H3	118.2
O2—Fe1—N1i	95.14 (8)	C3—C4—C5	118.6 (2)
O2i—Fe1—N1i	84.86 (8)	C3—C4—H4	120.7
O1i—Fe1—N1	86.67 (7)	C5—C4—H4	120.7
O1—Fe1—N1	93.33 (7)	C2—C5—C4	118.74 (19)
O2—Fe1—N1	84.86 (8)	C2—C5—C6	121.4 (2)
O2i—Fe1—N1	95.14 (8)	C4—C5—C6	119.9 (2)
N1i—Fe1—N1	180.0	N2—C6—O3	112.99 (18)
C7—S1—C8	95.46 (11)	N2—C6—C5	128.9 (2)
Fe1—O1—H1A	116 (2)	O3—C6—C5	118.03 (19)
Fe1—O1—H1B	112 (2)	N3—C7—O3	113.64 (19)
H1A—O1—H1B	105 (3)	N3—C7—S1	129.59 (17)
Fe1—O2—H2A	116 (2)	O3—C7—S1	116.75 (17)
Fe1—O2—H2B	132 (2)	C9—C8—S1	112.55 (17)
H2A—O2—H2B	108 (3)	C9—C8—H8A	109.1
C7—O3—C6	101.62 (17)	S1—C8—H8A	109.1
C1—N1—C3	116.77 (19)	C9—C8—H8B	109.1
C1—N1—Fe1	121.21 (15)	S1—C8—H8B	109.1
C3—N1—Fe1	120.82 (15)	H8A—C8—H8B	107.8
C6—N2—N3	106.39 (19)	O4—C9—O5	126.8 (2)
C7—N3—N2	105.35 (18)	O4—C9—C8	120.3 (2)
N1—C1—C2	123.7 (2)	O5—C9—C8	112.9 (2)
O1i—Fe1—N1—C1	−152.98 (18)	C3—C4—C5—C2	2.9 (3)
O1—Fe1—N1—C1	27.02 (18)	C3—C4—C5—C6	−175.1 (2)
O2—Fe1—N1—C1	114.48 (18)	N3—N2—C6—O3	−0.5 (3)
O2i—Fe1—N1—C1	−65.52 (18)	N3—N2—C6—C5	175.9 (2)
N1i—Fe1—N1—C1	7(44)	C7—O3—C6—N2	0.8 (3)
O1i—Fe1—N1—C3	39.94 (18)	C7—O3—C6—C5	−176.01 (19)
O1—Fe1—N1—C3	−140.06 (18)	C2—C5—C6—N2	172.6 (2)
O2—Fe1—N1—C3	−52.59 (18)	C4—C5—C6—N2	−9.4 (4)
O2i—Fe1—N1—C3	127.41 (18)	C2—C5—C6—O3	−11.1 (3)
N1i—Fe1—N1—C3	−161 (44)	C4—C5—C6—O3	166.9 (2)
C6—N2—N3—C7	0.0 (3)	N2—N3—C7—O3	0.6 (3)
C3—N1—C1—C2	3.6 (3)	N2—N3—C7—S1	−177.87 (18)
Fe1—N1—C1—C2	−164.01 (18)	C6—O3—C7—N3	−0.8 (3)
N1—C1—C2—C5	−1.3 (4)	C6—O3—C7—S1	177.81 (15)
C1—N1—C3—C4	−2.6 (3)	C8—S1—C7—N3	3.4 (3)
Fe1—N1—C3—C4	165.05 (19)	C8—S1—C7—O3	−174.96 (18)
N1—C3—C4—C5	−0.6 (4)	C7—S1—C8—C9	−174.28 (18)
C1—C2—C5—C4	−2.0 (3)	S1—C8—C9—O4	4.8 (3)
C1—C2—C5—C6	176.0 (2)	S1—C8—C9—O5	−177.06 (17)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···O5ii	0.83 (3)	1.87 (3)	2.691 (3)	170 (3)
O1—H1B···O5iii	0.83 (3)	1.82 (4)	2.649 (2)	174 (3)
O2—H2A···O4iii	0.82 (3)	2.07 (3)	2.896 (3)	177 (3)
O2—H2B···O4iv	0.84 (4)	1.98 (4)	2.817 (3)	175 (3)

Table 1

Selected bond lengths (Å)

Fe1—O1	2.0605 (17)
Fe1—O2	2.1340 (18)
Fe1—N1	2.2359 (18)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1A⋯O5i	0.83 (3)	1.87 (3)	2.691 (3)	170 (3)
O1—H1B⋯O5ii	0.83 (3)	1.82 (4)	2.649 (2)	174 (3)
O2—H2A⋯O4ii	0.82 (3)	2.07 (3)	2.896 (3)	177 (3)
O2—H2B⋯O4iii	0.84 (4)	1.98 (4)	2.817 (3)	175 (3)

Symmetry codes: (i) ; (ii) ; (iii) .